3,5-Dinitrophenyl isocyanate → HCID 86756009, compound

HRID 1857266Notes

Reaction equation

HRID 1857266 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][C:12]=1[O:13][CH3:14])[N:9]=[CH:8][CH:7]=[C:6]2[O:15][C:16]1[CH:21]=[CH:20][C:19]([NH2:22])=[CH:18][CH:17]=1.[N+:23]([C:26]1[CH:27]=[C:28]([N:35]=[C:36]=[O:37])[CH:29]=[C:30]([N+:32]([O-:34])=[O:33])[CH:31]=1)([O-:25])=[O:24]>C1(C)C=CC=CC=1>[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][C:12]=1[O:13][CH3:14])[N:9]=[CH:8][CH:7]=[C:6]2[O:15][C:16]1[CH:17]=[CH:18][C:19]([NH:22][C:36]([NH:35][C:28]2[CH:27]=[C:26]([N+:23]([O-:25])=[O:24])[CH:31]=[C:30]([N+:32]([O-:34])=[O:33])[CH:29]=2)=[O:37])=[CH:20][CH:21]=1

Participants

4

Reactant 2

HCID 1940873,5-Dinitrophenyl isocyanateHCID 115945434-[(6,7-Dimethoxyquinolin-4-yl)oxy]aniline

Product 1

HCID 86756009HCID 86756009, compoundYield 57.5%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

6,7-Dimethoxy-4-(4-aminophenoxy)quinoline (54 mg) was dissolved in toluene (5 ml) with heat, 3,5-dinitrophenyl isocyanate (81 mg) was added, and the admixture was refluxed with heat for 20 minutes. The reaction solution was purified by column chromatography on silica gel eluting with chloroform/acetone (10/1) to obtain 53 mg of the title compound (yield: 57%).

Workup

  1. temperaturewith heat
  2. temperaturethe admixture was refluxed
  3. temperaturewith heat for 20 minutes
  4. customThe reaction solution was purified by column chromatography on silica gel eluting with chloroform/acetone (10/1)

Sources & evidence

ORD record
ord-d2cde92645324b7a95c9579043c236a6
Source dataset
uspto-grants-2000_11
Patent number
US06143764

Reaction notes

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